3 Fun Festivals to Enjoy this Fall with the Family on Anna Maria Island

Collection of autumn pumpkins on a blue background

Fall is always a great time of year to visit Anna Maria Island with the family. The weather has cooled off from the typical summer heat, and there is always something to do. Staying in one of our Anna Maria Island vacation rentals will keep you and your family close to the fun and events. Look at what fall festivals you don’t want to miss this year near the island.

23rd Annual Bayfest

Classic cars in a row parked on asphalt parking lot

We are so excited that Bayfest is returning to Anna Maria Island this year for the 23rd year. Happening on Pine Avenue on Saturday, October 19, 2024, from 10:00 am to 9:00 pm is where your family can join in the fun. There will be live music during the day, arts & crafts, a car show, fantastic food, and more. Admission to this fun event hosted by the Anna Maria Island Chamber of Commerce is free. There will also be plenty of vendors you can purchase things from and bring home. Think of the fun the whole family can enjoy while you enjoy this fun event together!

Trail of Treats

For the families staying with us in one of our AMI Locals vacation rentals for Halloween, here is a fun activity you can join. Starting at 4:00 pm and ending at 6:30 pm, your children can participate in the Trail of Treats hosted by the Chamber of Commerce. There will be a costume contest and trick-or-treating with local businesses. What a fun event to experience with the family. Be sure to have an enjoyable time together. What more could any family ask for while at the beach?

33rd Annual Pumpkin Festival

boy picks pumpkin at the farmers market. The person in motion, defocused.

For those looking for a fun pumpkin festival, head to Hunsander Farms starting October 12, 2024. This event will reoccur every Saturday and Sunday, offering families lots of fall fun until October 27, 2024. Now’s your chance to discover galore pumpkin carvings, exciting hayrides, and crafts. There will also be live music, a petting zoo, and more. Admission into the festival is free, and there will be a handful of things to do that require ticket purchases, like the corn maze and train rides. There will also be items to purchase, so be sure to bring some extra cash with you to this exciting pumpkin festival.

While many other fun fall events are happening near Anna Maria Island, we wanted to share these with you. Call us today if you haven’t booked your stay in an Anna Maria Island vacation rental for this October. We can’t wait to see you and your family this fall and experience the fun on the coast of Florida!